Menatetrenone

Base Information

• Chemical Name: Menatetrenone
• CAS No.: 6041-00-5
• Deprecated CAS: 15261-37-7,20977-31-5,39776-41-5
• Molecular Formula: C₃₁H₄₀O₂
• Molecular Weight: 444.657
• European Community (EC) Number: 234-264-5
• UNII: 27Y876D139
• DSSTox Substance ID: DTXSID6048969
• Nikkaji Number: J3.341C,J20.961I
• Wikipedia: Menatetrenone
• Wikidata: Q192354
• NCI Thesaurus Code: C52194
• Metabolomics Workbench ID: 129882
• ChEMBL ID: CHEMBL259223
• Mol file: 6041-00-5.mol

Synonyms:(E,E,E)-isomer of menatetrenone;2-methyl-3-all-trans-tetraprenyl-1,4-naphthoquinone;2-methyl-3-trans-tetraprenyl-1,4-naphthoquinone;Kefton-2;menaquinone 4;menaquinone-4;menatetrenone;vitamin K2(20);vitamin MK-4

Chemical Property of Menatetrenone

Chemical Property:

• Boiling Point: 570.6°Cat760mmHg
• Flash Point: 208.3°C
• Density: 0.994g/cm³
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 444.302830514
• Heavy Atom Count: 33
• Complexity: 855

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• Isomeric SMILES: CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• Recent ClinicalTrials: The DANish COronary DEcalcification (DANCODE) Trial
• Recent EU Clinical Trials: The Additive effect of Vitamin K Supplementation and Bisphosphonate on Fracture Risk in Post-menopausal Osteoporosis
• Recent NIPH Clinical Trials: Evaluation of vascular calcification in relation to biomarker and vitminK in hemodialysis patients

Technology Process of Menatetrenone

There total 5 articles about Menatetrenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trans geranyl acetone (3796-70-1) → 2-methyl-3-(3,7,11,15-tetramethyl-hexadec-2t,6c,10t,14-tetraenyl)-[1,4]naphthoquinone (863-61-6,6041-00-5,65061-19-0,72132-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: liquid ammonia; diethyl ether / ueber mehrere Stufen

2: ueber mehrere Stufen

With diethyl ether; ammonia;

Reference yield:

2-methyl-1,4-naphthohydroquinone (481-85-6) + (5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one (1117-51-7) → 2-methyl-3-(3,7,11,15-tetramethyl-hexadec-2t,6c,10t,14-tetraenyl)-[1,4]naphthoquinone (863-61-6,6041-00-5,65061-19-0,72132-92-4)

Guidance literature:

ueber mehrere Stufen;

Reference yield:

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → 2-methyl-3-(3,7,11,15-tetramethyl-hexadec-2t,6t,10c,14-tetraenyl)-[1,4]naphthoquinone (863-61-6,6041-00-5,65061-19-0,72132-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium / anschliessenden Versetzen mit Diketen und Erhitzen des Reaktionsprodukts bis auf 235grad

2: liquid ammonia; diethyl ether / ueber mehrere Stufen

3: ueber mehrere Stufen

With diethyl ether; ammonia; sodium;

upstream raw materials:

2-methyl-1,4-naphthohydroquinone

(5Z,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one

trans geranyl acetone

(5E,9Z)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one